
Family-friendly holiday rentals in Chincoteague Bay
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Top-rated family-friendly rentals in Chincoteague Bay
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Popular amenities for Chincoteague Bay family-friendly rentals
Family-friendly home rentals with a hot tub

Sea Colony Premier Family Resort
Love staying at Marie's condo in Sea Colony. This was the first time that we were in Bethany Beach in early May in many years. It was fun seeing the community get ready for the upcoming season. Marie is proactive and responsive. Her place is perfect for 2 people. :)

Beach block condo, pool/spa, 2 parking, 4 bdrms
The house was very spacious and accommodating. Great location near the beach and boardwalk. The host always responded quickly and was very easy going. We would definitely stay here again.

Beautiful Beach-View Condo
We loved Raj’s place! We have two young children and his place was fully equipped to entertain them with books, toys, etc. Best Airbnb we have stayed in so far 😊

Lakefront slps 6; beach, pools, tennis, gym, view!
Sherri’s place is awesome and the community and surroundings are beautiful. The kitchen is furnished with everything you need for cooking. The deck is such a plus, with the view of the pond and the ducks, as well as the private little beach. The community is very friendly and walkable, and the different options for pools were very fun for us to explore. Taking walks in the morning was amazing. It is very close to Bethany “downtown” and 6 min drive to the beach. You can also walk or take the tram. I had a great time with my kids and would definitely recommend and come back!

Charming Annapolis Water View Home
This house is uncommonly beautiful. There is something in every space worthy of contemplation whether it is coffee table in the living room that has a turn of the century industrial feel to the lacquered kitchen countertop that has sealed in the natural beauty. I spent the weekend in awe of its intricacies. I was in town for a wedding with my family, but noted how the whole house including the outdoor space included everything a beachfront house would have to enjoy an extended summer vacation for the whole family. Outdoor space was well equipped for outdoor activities and entertainment with fire pits, grills, hot tub, a plugin cooler for outdoor use. I only wish we’d been better suited to enjoy every aspect of the amenities provided. My favorite thing about this place was the view of the Chesapeake in all of her glory on full display from the living room window. Delightful.

Large Home with Pool & 7 bedrooms; sleeps 21
This home was the perfect place to celebrate my daughter’s graduation! We had family travel in from several states, and everyone felt comfortable and truly enjoyed the spacious layout. It was a bit too chilly to use the pool, but I’m already looking forward to booking this home again. I’ll definitely be a repeat renter!

Amazing Bay Vista Beauty with Private Pool!
We have stayed here many times & wouldn't consider any place else. The home is very well furnished. The kitchen is very well supplied. It is minutes from Lewes, Rehoboth Beach, and Delaware State Parks and provides a very large swimming pool + hot tub. And you can't beat it for privacy which is very important to our large family. I'd give then place more stars if they were available.

Celebrate Summer by Your Private Pool
Absolutely amazing! The place had so much to do whether it was outside or in! Swimming in the pool, hot tub, kayaking and/or paddle boarding on the lake, giant yard games. Inside had a pool table, wide variety of board games, and many streaming services. Brenda was extremely friendly and helpful in many way. She had a binder full of local places for food and things to do! She truly showed us the best of Maryland.
Family- and pet-friendly home rentals

Watrfnt Cottage @ChesapeakeParadise Kayaks/Dogs OK
Shawn's place is great! It is well-cared for and has everything you need to enjoy the indoors and the outdoors. The views of the water are beautiful and you can spend a lot of time watching the different birds. Getting there is easy and not far from restaurants and grocery stores. Shawn makes you feel special and wants to ensure you have a wonderful stay. Hope to go back soon.

BnB’s Dog-Friendly Cottage
Jacki's home was so lovely and perfect for a weekend getaway with some friends. We brought our dog who absolutely loved the fenced-in yard and extra loved the mountain of toys stocked in the house!

Rivah View
Relaxing, well-kept property and house with a view. Plenty of good food in next town over. If you haven't been to Northern Neck, stay here and enjoy some peace and quiet.

Very private and cozy, Country Cottage
This was the perfect getaway for my family and I. Zully was a great host and incredibly friendly!

Escape to a Sunny Apartment in a Quiet D.C. Suburb
Very responsive host. The side yard is very nice for people with dogs that travel. Location is very nice but DC traffic during rush hour can be rough but this can be planned for. Would stay again.

Cozy Riverside Cottage in the Woods
Just a wonderful location. Very private and the property is beautiful. The house was well-equipped; it included a couple of kayaks that we used on the Choptank River, where we saw ospreys, eagles, and even a beaver. The beds were comfortable and the decor and other items in the house were very interesting. We likely will be back some time.

Historic St. Mary's City, MD
Our second time here! An absolutely adorable gem of an Airbnb with the nicest hosts and most beautiful garden and dock on the River! Great restaurant recommendations, super comfortable beds, and lovely living room. Perfect for families visiting the beloved St. Mary’s River.

Stone Harbor Water Views
We loved staying at Steve and Louise's beautiful property. Watching the sun rise and set over the tidal wetlands was magical, and there were many amazing birds. The fenced yard was great for our dog. The interior had good natural light, which is unusual for a ground floor unit with a balcony over it. The bed was extremely comfortable. Steve was very nice, and made sure to check on us frequently to see if we needed anything, and stopped by to chat a number of times. As listed, the indoor shower is small but the outdoor shower is much larger. I used the outdoor shower and the water pressure was great. It might be difficult for someone elderly or with mobility disabilities because it's a little hard to balance on the sloped slippery wood. The location is perfect - between Stone Harbor and Cape May Courthouse so it is convenient for necessities, but easy to get to the beach. We really enjoyed our stay and hope to come back again.
Family-friendly home rentals with a pool

True St. Michaels 6 Acre Waterfront w/heated pool
Great place for a getaway! St. Michael’s is a wonderful town and so easy to get to from this lovely place! Was perfect location for our family ladies trip- plenty of space and just a quick trip down town to the shops and restaurants! - I think we’ll be back!

Cozy Condo on Silver Lake - Walk to the beach!
We have two elementary aged kids and the location was perfect for us - we were next to the pool, and two playgrounds and the basketball and tennis courts were a few minutes walk away. We enjoyed the wildlife and quiet but were able to go into town and visit the boardwalk easily. Thank you for a lovely stay Sue!

Right on Silver Lake walk to the beach and town!
Pleasant surroundings, nice quiet location with lovely view. The well equipped kitchen went mostly unused due to myriad eateries within walking distance. Parked our vehicle and chose not to, and never needed to use it during our stay. Oh, and if you're into turtles the Turtle Bridge is aptly named. Good experience overall, would happily stay again.

Waterview, Steps from Beach, Linens Included!
Great host! Would definitely stay here agsin

Oceanfront Family Oasis: Pool, Beach & Parking!
I had absolutely the greatest time the most relaxing experience I’ve had in probably 20 years . Kathryne was so amazing to work with!! And the home was lovely! I can’t say enough good things!

Beautiful Beach House in Rehoboth
Had the absolute best time staying at this gem. The house is stunning and Autumn was a fantastic host! The house is spacious and open. It was exactly as described but better. We couldn’t have been happier. Will definitely be back!

Secluded beach beauty with private, heated pool
This is a great property! The house is gorgeous, the grounds are clean, kept and very private. The house was fully stocked with kitchenware, pool accessories, & decorated tastefully. A lot of delicate artwork and intentional decor- (if traveling with a young child, one needs to watch them closely :) Re: the beds- my 7 year old described it as “sleeping on clouds!” - very comfy! The area is close (2-3 min) to outlet shops and a bunch of restaurants on Costal Highway 1 and about a 6 min drive to the Rehoboth pier. It’s also a central location to other neighboring beach towns.

Comfy and Convenient 2 bedroom/2 bath condo
Jane was a great person to work with! She was very responsive to my questions and concerns. She was also very supportive with my daughter and her friends visiting the beach together! Their little get away was one that they will always remember! Thank you
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